Synthesis and photophysical properties of novel chloroquinoline based chalcone derivates containing 1,2,3-triazole moiety

A series of novel chloroquinoline based chalcones containing 1,2,3-triazole moiety were synthesized. All new compounds were characterized by 1H NMR, 13C NMR, mass spectra and single crystal X-ray diffraction study. The absorbance, fluorescence spectra and quantum yield of all compounds were investigated in methanol. Photophysical properties of 1-(1-(7-chloroquinolin-4-yl)-5-methyl-1H-1,2,3-triazol-4-yl)-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-one (3a) were investigated in detail. The effect of various solvents over emission spectra of 3a was studied using Kamlet-Taft and Catalan polarity scales. The quantum yield of 3a in various solvents was also recorded. The ground state and excited state dipole moments of compound 3a were determined using solvatochromic methods. The ground state dipole moment was estimated to be 1.081 D, while excited state dipole moment was found in the range of 11.969-3.801 D. Thermal stability of compound 3a and its precursor was also investigated using thermogravimetric analysis.